1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

Base Information

Chemical Name:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine
CAS No.:129678-64-4
Molecular Formula:C₃₀H₃₉N₃O₅S₂Si
Molecular Weight:613.874
Hs Code.:

Synonyms:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

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Chemical Property of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

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MSDS Files:: SDS file from LookChem

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Technology Process of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

There total 4 articles about 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

: 6302-94-9
5-methyl-[1,3,5]dithiazinane

: 1-(2,3-epoxy-5-O-tert-butyldiphenylsilyl-β-D-lyxo-pentofuranosyl)thymine

: 129678-64-4
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: 5-methyl-[1,3,5]dithiazinane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

1-(2,3-epoxy-5-O-tert-butyldiphenylsilyl-β-D-lyxo-pentofuranosyl)thymine; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; pentane; for 1.5h;
DOI:10.1081/NCN-120028337

Reference yield: 67.0%

: 130468-30-3
1-<3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

: 58479-61-1
tert-butylchlorodiphenylsilane

: 129678-64-4
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jm00171a025

Reference yield:

: 115913-84-3
1-(2,3-epoxy-5-O-trityl-β-D-lyxo-pentofuranosyl)thymine

: 129678-64-4
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) hexamethylphosphoramide (HMPA), n-butyllithium / 1.) THF, hexane, -78 deg C, 1 h, 2.) 90 min

2: 69 percent / dichloroacetic acid / CH₂Cl₂ / 0.17 h

3: 67 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature

With dichloro-acetic acid; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a025